Methyl 1,8-naphthyridine-2-carboxylate

Base Information

• Chemical Name: Methyl 1,8-naphthyridine-2-carboxylate
• CAS No.: 125902-26-3
• Molecular Formula: C10H8N2O2
• Molecular Weight: 188.18300
• Hs Code.: 2933990090
• Mol file: 125902-26-3.mol

Synonyms:5-Carbomethoxy-1,6-diazabicyclo<3.1.0>hexane;

Chemical Property of Methyl 1,8-naphthyridine-2-carboxylate

Chemical Property:

• PSA: 52.08000
• LogP: 1.41640

Purity/Quality:

98%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Methyl 1,8-naphthyridine-2-carboxylate

There total 5 articles about Methyl 1,8-naphthyridine-2-carboxylate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 83.0%

methanol (67-56-1) + 1,8-naphthyridine-2-carboxylic acid (215523-34-5) → methyl 1,8-naphthyridine-2-carboxylate (125902-26-3)

Guidance literature:

With sulfuric acid; for 2h; Reflux; Inert atmosphere;

DOI:10.1016/j.jorganchem.2020.121537

Reference yield: 49.0%

methanol (67-56-1) + 2-(Trichloromethyl)-1,8-naphthyridine (125902-24-1) → methyl 1,8-naphthyridine-2-carboxylate (125902-26-3)

Guidance literature:

2-(Trichloromethyl)-1,8-naphthyridine; With phosphoric acid; water; at 140 ℃; for 3h;

methanol; In water; for 12h; Heating / reflux;

With sodium carbonate; In water;

Reference yield:

2-methyl-[1,8]naphthyridine (1569-16-0) → methyl 1,8-naphthyridine-2-carboxylate (125902-26-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 85 percent / N-chlorosuccinimide, benzoyl peroxide / CCl₄ / Heating

2: 85percent H₃PO₄ / 3 h / 140 °C

3: 12 h / Heating

With N-chloro-succinimide; Perbenzoic acid; phosphoric acid; In tetrachloromethane;

DOI:10.1021/jo00296a051

upstream raw materials:

methanol

1,8-naphthyridine-2-carboxylic acid

2-(Trichloromethyl)-1,8-naphthyridine

2-methyl-[1,8]naphthyridine

Downstream raw materials:

methyl 5,6,7,8-tetrahydro-1,8-naphthyridine-2-carboxylate

Naphthyridineamide

2-(Hydroxymethyl)-1,8-naphthyridine